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Brønsted Acid Catalyzed Oxygenative Bimolecular Friedel-Crafts-type Coupling of Ynamides.
- Source :
-
Angewandte Chemie International Edition . 3/20/2017, Vol. 56 Issue 13, p3670-3674. 5p. - Publication Year :
- 2017
-
Abstract
- A non-metal approach for accessing α-oxo carbene surrogates for a C−C bond-forming bimolecular coupling between ynamides and nucleophilic arenes was developed. This acid-catalyzed coupling features mild temperature, which is critical for the required temporal chemoselectivity among nucleophiles. The scope of nucleophiles includes indoles, pyrroles, anilines, phenols and silyl enolethers. Furthermore, a direct test of SN2′ mechanism has been provided by employing chiral N,N′-dioxides which also enlightens the nature of the intermediates in related metal-catalyzed processes. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 56
- Issue :
- 13
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 121849118
- Full Text :
- https://doi.org/10.1002/anie.201612471